Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines |
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Authors: | Alexander V Aksenov Nicolai A Aksenov Nikolai A Arutiunov Vladimir V Malyuga Sergey N Ovcharov Michael Rubin |
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Institution: | Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355009 Russian Federation.; Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence KS 66045-7582 USA, +1-785-864-5071 |
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Abstract: | A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.Imidazolines were assembled via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid. |
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